Palladium-Catalyzed Suzuki-Miyaura Reactions of Aspartic Acid Derived Phenyl Esters

Org Lett. 2019 Jul 19;21(14):5762-5766. doi: 10.1021/acs.orglett.9b02214. Epub 2019 Jul 10.

Abstract

Transition-metal-catalyzed transformations of amino acids and peptides could provide a powerful method for their site-selective modification. Here, we report non-decarbonylative Pd-catalyzed Suzuki-Miyaura reactions of phenyl ester derivatives of aspartic acid to form aryl-amino ketones. These products are potentially important in the synthesis of pharmaceuticals, and our methodology represents a new route to access molecules of this type.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Aspartic Acid / chemistry*
  • Catalysis
  • Esters / chemistry*
  • Ketones / chemistry
  • Palladium / chemistry*

Substances

  • Esters
  • Ketones
  • Aspartic Acid
  • Palladium